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Merck
CN

W105

S(−)-Willardiine

solid

别名:

S(−)-α-Amino--3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinepropanoic acid

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关于此项目

经验公式(希尔记法):
C7H9N3O4
化学文摘社编号:
分子量:
199.16
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
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form

solid

color

white

solubility

0.1 M NaOH: 7.2 mg/mL, DMSO: insoluble, H2O: insoluble, ethanol: insoluble

SMILES string

[H]C1=CN(C[C@H](N)C(O)=O)C(=O)NC1=O

Biochem/physiol Actions

AMPA/kainate glutamate receptor agonist.


存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

法规信息

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Nigel P Dolman et al.
Journal of medicinal chemistry, 50(7), 1558-1570 (2007-03-14)
Some N3-substituted analogues of willardiine such as 11 and 13 are selective kainate receptor antagonists. In an attempt to improve the potency and selectivity for kainate receptors, a range of analogues of 11 and 13 were synthesized with 5-substituents on
Swarna Ramaswamy et al.
The Journal of biological chemistry, 287(52), 43557-43564 (2012-11-02)
We have investigated the range of cleft closure conformational states that the agonist-binding domains of the α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid (AMPA) receptors occupy when bound to a series of willardiine derivatives using single-molecule FRET. These studies show that the agonist-binding domain exhibits
Kimberly A Mankiewicz et al.
Biochemistry, 47(1), 398-404 (2007-12-18)
Alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors, one subtype in the family of ionotropic glutamate receptors, are the main receptors responsible for excitatory signaling in the mammalian central nervous system. Previous studies utilitizing the isolated ligand binding domain of these receptors have provided